To Work and Wander. Long weekends are a popular time to take trips, whether it’s to visit your family, attend a destination wedding, or for an extended vacation. Questions When is the best time to fly? How do you plan ahead? When is the best time to fly? Depends. Morning Flights 6 am flights don't suck in 1st class Jack and I visit my family in Arizona a few times a year. When we return to NYC, we book a night at an Aloft about 1.5 miles from the Phoenix airport. There is a hotel shuttle to...
4 months ago • 3 min read
To Work and Wander. 11 Surprising myths of digital nomad life Cheryl debunks misconceptions about digital nomads and shares secrets to thriving when life gets hectic. 1. Digital nomads work on the beach or by the pool (all the time). It’s notoriously difficult to find amazing Wi-Fi on the beach, and unless you are under a palapa or an umbrella, it’s hard to see the screen with direct sun. While it’s possible to work poolside with a DJ blasting music, keep this for days when you don’t need...
6 months ago • 4 min read
Becoming a digital nomad took me over 5 years, you can start immediately Cheryl talks about when the travel bug hit her and how she and Jack created a part-time digital nomad lifestyle. Unlike most digital nomads, they keep a home base in New York, visiting Cheryl's family in Arizona and exploring their travel bucket list a month or two at a time. Travel Kickstarter. Breaking free: balancing love, family, work, and life's curve balls You're here because YOU want to become a digital nomad....
6 months ago • 3 min read
Travel Kickstarter. Let’s talk about our ever-changing office locations and time zones! Adapting to different time zones isn't just about managing jet lag—it's about allowing our workday to fit local hours while staying connected when your job requires something different. We call it the Time Zone Tango! How do you keep up with work in a different time zone from your office hours? Managing West Coast Hours from the East Coast The company I work with is in California. Since we moved to New...
7 months ago • 3 min read
Travel Kickstarter. What are the benefits and strategies of living in hotels as a couple? Living in hotels might sound like a dream come true. Having a new view outside your window every few weeks, housekeeping, and fresh towels daily is exciting. There are brands and hotel chains that give you the feeling of luxurious living, like Eloise at the Plaza. And what if I told you that it might not cost as much as you think? We were curious about hotel living and thought it was something only...
7 months ago • 5 min read
Travel Kickstarter. Minimalism is not only about having fewer possessions; it's a mindset that prioritizes experiences over material things. For aspiring nomads, this mindset shift can be liberating. Imagine not being held back by your stuff. By reducing clutter and excess baggage, you can focus on what truly matters: exploration, growth, and connection. Traveling light allows for greater mobility and spontaneity. Do you want a FREE travel checklist? Get a your printable travel checklist,...
8 months ago • 3 min read
Travel Kickstarter. What if we told you that extending a long weekend into the following week is a perfect opportunity to experiment with the nomad lifestyle? Do you think you could make it happen? From 1 week to 2 months Jack and I first extended a one-week vacation in Aruba to ~2 months abroad. On a whim, we looked at pricing for local Airbnbs and explored their neighborhoods. We could rent a condo or townhouse for about $2300/month, so we asked how fast the internet was for each space, and...
8 months ago • 4 min read